Enantioselective [3 + 2] cycloadditions of terminal allenoates with β-sulfonyl-α,β-unsaturated ketones

Autor: Xiuzheng Li, Jun Liao, Xiaobin Zhuo, Huamin Wang, Xiaoyun Chai, Yan Zou, Qingjie Zhao
Jazyk: angličtina
Rok vydání: 2023
Předmět:
Zdroj: Green Synthesis and Catalysis, Vol 4, Iss 1, Pp 54-57 (2023)
Druh dokumentu: article
ISSN: 2666-5549
DOI: 10.1016/j.gresc.2022.10.015
Popis: A highly efficient and mild method for [3 ​+ ​2] cycloaddition of β-sulfonyl-α,β-unsaturated ketones with terminal allenoates was well-explored and developed. The reactions were successfully performed by applying multifunctional chiral phosphine P6 which was screened from eight chiral phosphorus reagents to finally result in a variety of enantioenriched sulfone-substituted cyclopentenes with two chiral centers (up to 81% yield with 94% ee). Moreover, 2.5 ​mol% catalytic equivalents were proved to be feasible when this reaction was performed on a 10 ​mmol scale.
Databáze: Directory of Open Access Journals